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Pyrrolidine compound and pharmaceutical use
| Details |
Inventors: Yamanaka, Motosuke; Hoshiko, Tomonori; Suda, Shinji; Yoneda, Naoki; Mori, Nobuyuki; Shino, Mitsumasa; Ishihara, Hiroki; Saito, Mamoru; Matsuoka, Toshiyuki;
Assignee: Eisai Co., Ltd. (JP)
Primary Examiner: Brust; Joseph Paul
Assistant Examiner:
Attorney, Agent or Firm: Birch, Stewart, Kolasch & Birch
A pyrrolidine compound having the following formula and a pharmacologically acceptable salt thereof is disclosed. It is useful in the pharmaceutical field. ##STR1## in which X is hydrogen, a halogen, or a lower alkyl, Y is --(CH2)n--, n being zero, 1 or 2, --S(O)p--, p being zero, 1 or 2, --O--, or --NH-- and R is phenyl, a substituent-having phenyl, naphtyl, a substituent-having naphthyl, a heteroaryl or a substituent-having heteroaryl. |
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DETAILED DESCRIPTION What is claimed is: 1.
A pyrrolidine compound having the formula or a pharmacologically acceptable salt thereof: ##STR87## in which X is hydrogen, a halogen or a lower alkyl, Y is --(CH.
sub.
2).
sub.
n --, n being zero, 1 or 2, and R is naphthyl, a substituted naphthyl wherein the substituents are selected from the group consisting of lower alkyl, lower alkoxy, halogen, hydroxy, and trifluoromethane, or a group of the formula: ##STR88## wherein R.
sup.
1, R.
sup.
2 and R.
sup.
3 are each independently a hydrogen, a lower alkyl, a lower alkoxy, a halogen, hydroxy, trifluoromethyl or --NR4R5, R4 and R5 are each hydrogen or a lower alkyl.
2.
The pyrrolidine compound as claimed in claim 1, wherein Y is --(CH.
sub.
2).
sub.
n -- and n is zero.
3.
The pyrrolidine compound as claimed in claim 1, wherein Y is --(CH.
sub.
2).
sub.
n -- and n is 1 or 2.
4.
The pyrrolidine compound as claimed in claim 1, wherein R.
sup.
1, R.
sup.
2 and R.
sup.
3 are each independently hydrogen, a halogen, hydroxy or a lower alkyl.
5.
The pyrrolidine compound as claimed in claim 1, wherein R.
sup.
1, R.
sup.
2 and R.
sup.
3 are each independently a hydrogen, a halogen, hydroxy or a lower alkyl, Y is --(CH.
sub.
2).
sub.
n -- and n is zero.
6.
The pyrrolidine compound as claimed in claim 1 which is the compound 3-(2-chloro-3-hydroxyphenyl)-4-(3,4-dihydroxyphenyl)-pyrrolidine.
7.
The pyrrolidine compound as claimed in claim 1, which is the compound (.
+-.
)-trans-3-(2-chloro-3-hydroxyphenyl)-4-(3,4-dihydroxyphenyl)-pyrrolid ine.
8.
The pyrrolidine compound as claimed in claim 1, which is the compound (-)-trans-3-(2-chloro-3-hydroxyphenyl)-4-(3,4-dihydroxyphenyl)-pyrrolidine 9.
The pyrrolidine compound as claimed in claim 1, in which the compound is selected from the group consisting of: 3-(3,4-dihydroxyphenyl)-4-(2-methylphenyl)pyrrolidine 3-(2-chlorophenyl)-4-(3,4-dihydroxyphenyl)pyrrolidine 3-(2-chloro-3-hydroxyphenyl)-4-(3,4-dihydroxyphenyl)pyrrolidine 3-(3-chloro-6-hydroxyphenyl)-1-methyl-4-(3,4-dihydroxyphenyl)-pyrrolidine 3-(2,6-dihydroxyphenyl)methyl-4-(3,4-dihydroxyphenyl)pyrrolidine 3-(3-chloro-2,6-dihydroxyphenyl)-methyl-4-(3,4-dihydroxyphenyl)-pyrrolidine 3-(3,5-difluoro-2-hydroxyphenyl)-methyl-4-(3,4-dihydroxyphenyl)-pyrrolidine , and 3-(3-fluoro-2-hydroxyphenyl)methyl-4-(3,4-dihydroxyphenyl)pyrrolidine
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Heart Surgery 
